Holiday Rentals in Brookline, MA

796 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Brookline, MA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

796 Holiday rentals and Airbnb in Brookline, MA

Best family friendly Brookline, MA holiday rentals

Among the 796 accommodations in Brookline, MA, here are the 4 best family friendly rentals

Luxury 3 Bedroom, 20 Min To Boston, 15min Encore - Brookline, MA
9.3 187 reviews
Brookline, MA
27/07 – 04/08
376 €/nighttotal: 3008 € (8 )

Luxury 3 Bedroom, 20 Min To Boston, 15min Encore

2 2
apartment , Malden
This Malden apartment is conveniently located just 20 minutes from Boston and 15 minutes from Encore Casino, offering easy access to the city's attractions and a peaceful residential setting. It has consistently received excellent ratings for cleanliness, location, and overall user experience.
This spacious three-bedroom flat comfortably accommodates up to six guests. It includes modern amenities such as a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning and parking.
Hyatus Luxury Residences Boston Everett Signature Collection - Brookline, MA
10 5 reviews
Brookline, MA
27/07 – 04/08
435 €/nighttotal: 3480 € (8 )

Hyatus Luxury Residences Boston Everett Signature Collection

1 2
apartment , Everett
This Everett flat is located 3.6 kilometres from Cambridge College and 5.9 kilometres from North Station and TD Garden, with Boston Logan International Airport a mere 4 kilometres away.
This pet-friendly apartment offers 600 square metres of space for up to 7 guests, featuring a private terrace, bar, barbecue facilities, air conditioning, a fully equipped kitchen with a refrigerator and coffee machine, a communal lounge, a swimming pool, and on-site fitness centre, with free Wi-Fi throughout.
Renovated, 10 Min From The City - Brookline, MA
8.0 92 reviews
Brookline, MA
27/07 – 04/08
303 €/nighttotal: 2424 € (8 )

Renovated, 10 Min From The City

2 2
apartment , Boston
This Boston apartment, situated approximately 1.6km from Harvard Square and 3.2km from the Brattle Theatre, offers convenient access to Cambridge and Boston city centre.
The 75 square metre self-catering flat features a fully equipped kitchen, private patio, free Wi-Fi, one bathroom, and parking, sleeping up to [Number of guests needs to be specified, e.g., four people comfortably].
Charming Boston Single Fam Home Near Commuter Rail - Brookline, MA
9.9 44 reviews
Brookline, MA
22/12 – 02/01
266 €/nighttotal: 2926 € (11 )

Charming Boston Single Fam Home Near Commuter Rail

1 2
apartment , Boston
This West Roxbury apartment, in Boston, Massachusetts, enjoys a peaceful location close to the commuter rail for easy access to Boston city centre, and is within a short distance (approximately 1.6 km) of the Longwood Medical Area.
The three-bedroom property, sleeping five guests, offers a fully equipped kitchen, a finished basement with exercise equipment, a fully fenced backyard and is conveniently located near Centre Street's shops and restaurants.

Best Brookline, MA holiday rentals with parking

5br Near Downtown Boston Backyard, Fire Pit, Grills & Easy Train Access - Brookline, MA
9.4 381 reviews
Brookline, MA
25/06 – 28/06
867 €/nighttotal: 2601 € (3 )

5br Near Downtown Boston Backyard, Fire Pit, Grills & Easy Train Access

3 7
apartment , Boston
This charming house is conveniently located in Dorchester, just a short distance from the University of Massachusetts Boston, Northeastern University, and the Boston Museum of Fine Arts. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers.
The accommodation offers five bedrooms, making it ideal for larger groups or families. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, a restaurant, and parking, as well as access to barbecue grills and free WiFi.
Terrific Vacation House Only 4.5 Miles Away From Downtown Boston - Brookline, MA
9.8 54 reviews
Brookline, MA
27/07 – 04/08
587 €/nighttotal: 4696 € (8 )

Terrific Vacation House Only 4.5 Miles Away From Downtown Boston

4 2
apartment , Boston
This comfortable house is located in West Roxbury, a quiet residential area just 5km from Franklin Park Zoo and within 10km of Fenway Park and Northeastern University. It has consistently received excellent reviews from previous guests.
This spacious property offers 4 bedrooms and 3 bathrooms, covering 214 square metres and accommodating up to 10 guests. The house includes a fully equipped kitchen, a washing machine, a patio, and a fireplace, ensuring a comfortable and enjoyable stay.
14b-charming, Beautiful 3-bedroom Apartment In Boston - Brookline, MA
10 19 reviews
Brookline, MA
25/06 – 28/06
807 €/nighttotal: 2421 € (3 )

14b-charming, Beautiful 3-bedroom Apartment In Boston

3 7
apartment , Boston
This Dorchester flat is situated near Savin Hill station, less than 1.6km from the University of Massachusetts Boston and within 4.8km of Northeastern University and the Boston Convention and Exhibition Centre.
The three-bedroom, two-bathroom property sleeps twelve guests and boasts a garden, terrace, parking, and in-unit amenities including a washing machine and fully equipped kitchen; nearby attractions include the John F. Kennedy Presidential Library and Museum.
Min>coolidge: Full Kitchen- 2 - Brookline, MA
Brookline, MA
27/07 – 04/08
547 €/nighttotal: 4376 € (8 )

Min>coolidge: Full Kitchen- 2

2 2
apartment , Brookline
This Brookline flat is located in the Coolidge Corner South Side district, 7 minutes' walk from the Coolidge Corner Theatre and 6 minutes' walk from the Coolidge Corner streetcar stop, with Fenway Park a 4-minute drive away.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and offers a fully equipped kitchen, Wi-Fi, air conditioning, and on-site laundry facilities.

Frequently asked questions about holiday rentals in Brookline, MA

  • What should a first-time visitor not miss in Brookline, MA?

    Brookline is known for its lovely parks and green spaces, so a visit to the picturesque Larz Anderson Park with its beautiful gardens and The Larz Anderson Auto Museum is a must. You should also check out the Brookline Public Library for its beautiful architecture and cultural events.
  • What are the best Airbnb and holiday rentals in Brookline, MA?

  • Which neighborhood in Brookline, MA should you consider for a vacation rental?

    The Coolidge Corner neighbourhood is a great choice for a vacation rental. It's a lively area with lots of shops, restaurants, and cafes, and it's within easy walking distance of the Green Line subway station.
  • What are the most popular Airbnbs in Brookline, MA?

  • What are the top family-friendly attractions in Brookline, MA?

    The Brookline Recreation Department offers a variety of family-friendly activities throughout the year, including summer camps, swimming lessons, and sports leagues. The Brookline Public Library also hosts many events for children, including story time and craft sessions.
  • What are the best holiday rentals with a pool in Brookline, MA?

  • When is the best time to book a vacation rental in Brookline, MA?

    The best time to book a vacation rental in Brookline is during the shoulder seasons, in spring or autumn. The weather is still pleasant, but the crowds are smaller and prices are lower.
  • What are the best rentals for families and kids in Brookline, MA?

  • What events or festivals should visitors check out in and around Brookline, MA?

    The Brookline Farmers Market is a popular event held every Saturday from June to October, offering fresh produce, local crafts, and live music. The annual Brookline Open Studios event is a great chance to see the work of local artists in their studios.
  • What are the best rentals or Airbnbs with a jacuzzi in Brookline, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Brookline, MA are Ultraluxe Apt In Boston Brownstone In Prime Area, Beautiful Clean Bright Corner Unit and Walking To Fenway Sunny Perfect Home.

  • What are the best budget-friendly activities in Brookline, MA?

    Brookline has many free or low-cost activities to enjoy. Take a walk or cycle along the Emerald Necklace, a series of parks and green spaces that connect Brookline to Boston. The Brookline Public Library offers free events and programmes throughout the year.
  • What are the best restaurants with local dishes in Brookline, MA?

    For a taste of local cuisine, try The Fireplace in Coolidge Corner. They offer classic New England dishes with a modern twist. The Publick House in Brookline Village serves traditional American comfort food.
  • What are the best walking or cycling routes in Brookline, MA?

    The Emerald Necklace is a great option for walking or cycling. It's a 10 km long park system that connects Brookline to Boston. The Charles River Esplanade is another popular walking and cycling route, offering beautiful views of the Charles River.
  • Are there pet-friendly attractions in Brookline, MA?

    Many of Brookline's parks are pet-friendly, including Larz Anderson Park and The Muddy River Reservation. The Brookline Farmers Market also welcomes well-behaved dogs.
  • What are the benefits of choosing a vacation rental in Brookline, MA?

    Vacation rentals offer more space and privacy than a hotel room. They're also often located in more residential areas, giving you a chance to experience local life.
  • What are the top sports attractions and facilities in Brookline, MA?

    While Brookline doesn't have a major sports stadium, it's close to Boston, home to many professional sports teams. The Boston Marathon also passes through Brookline every year.

Destinations nearby

Best Brookline, MA holiday rentals with a balcony

Spacious 5 Br Boston Home Near Train & Parking - Brookline, MA
Brookline, MA
25/06 – 28/06
1114 €/nighttotal: 3342 € (3 )

Spacious 5 Br Boston Home Near Train & Parking

4 7
apartment , Boston
This 5-bedroom Boston flat is located between 5.5 and 7.4 kilometres from the JFK Presidential Library & Museum and the Boston Tea Party Ship & Museum, with Logan Airport situated 8 kilometres away.
This spacious flat offers 5 bedrooms, can accommodate up to 29 guests, and features private parking, complimentary WiFi, a garden, a terrace, and a fully equipped kitchen, with air conditioning for comfort.
Modern/luxury | Steps From Zoo & Golf Course - Brookline, MA
9.8 49 reviews
Brookline, MA
22/12 – 02/01
393 €/nighttotal: 4323 € (11 )

Modern/luxury | Steps From Zoo & Golf Course

4 2
apartment , Boston
This 4-bedroom apartment is located in Roxbury, a neighbourhood in Boston, just 3 km from Fenway Park and 5 km from Faneuil Hall Marketplace, offering a peaceful escape from the city bustle. It has received excellent reviews from previous guests.
The apartment offers ample space for families or groups of friends, comfortably accommodating up to 11 guests. Amenities include a fully equipped kitchen, a 75” 4k TV, high-speed Wi-Fi, a private gym, a terrace, and a garden.
Pet-friendly 3br Home Near Franklin Park With Parking 558/3 - Brookline, MA
9.2 9 reviews
Brookline, MA
27/07 – 04/08
389 €/nighttotal: 3112 € (8 )

Pet-friendly 3br Home Near Franklin Park With Parking 558/3

3 2
apartment , Boston
This Dorchester, Boston apartment is ideally situated near the Museum of Fine Arts and Museum of Science, with Fenway Park and Faneuil Hall Marketplace also within a reasonable distance.
The three-bedroom property sleeps up to 13 guests (additional charges apply for more than six), offering two bathrooms, a fully equipped kitchen including a dishwasher, in-building laundry facilities, reserved parking, and pet-friendly accommodation with self check-in.
Open 4br Near Downtown Boston Backyard, Fire Pit, Grills & Walk To Train - Brookline, MA
8.0 4 reviews
Brookline, MA
25/06 – 28/06
957 €/nighttotal: 2871 € (3 )

Open 4br Near Downtown Boston Backyard, Fire Pit, Grills & Walk To Train

5 7
apartment , Boston
This five-bedroom, two-bathroom flat is situated in Boston's historic Dorchester district, offering convenient access to the city centre, Boston Convention Centre, and Fenway Park, all within approximately 5.5 to 6.3 kilometres.
This family-friendly apartment accommodates up to 16 guests, featuring a private second-floor unit with a deck, outdoor furniture, and a grill, alongside complimentary high-speed WiFi, Disney+, a fully equipped kitchen, and in-unit laundry facilities.

Best Brookline, MA holiday rentals with air conditioning

Stylish Studio On Newbury St, This Is Boston! #12 - Brookline, MA
9.2 311 reviews
Brookline, MA
22/12 – 02/01
202 €/nighttotal: 2222 € (11 )

Stylish Studio On Newbury St, This Is Boston! #12

1 2
studio , Boston
This studio apartment is situated on Newbury Street in Boston's Back Bay neighbourhood, a 17-minute walk from Fenway Park and 2 kilometres from MIT, offering easy access to Boston's most popular attractions. The studio has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a compact and comfortable studio with a floor area of 28 square metres, suitable for up to two guests. It comes equipped with modern amenities including a kitchenette with a fridge and microwave, free Wi-Fi, air conditioning, and a bathroom with a walk-in shower.
Fully Private 1bed Apt Brookline - Brookline, MA
Brookline, MA
27/07 – 04/08
278 €/nighttotal: 2224 € (8 )

Fully Private 1bed Apt Brookline

1 2
apartment , Brookline
This one-bedroom flat in North Brookline offers a local experience, situated within 3.5 kilometres of Harvard Square and Newbury Street, and 5.2 kilometres from Boston Common and Boston Harbour.
This pet-friendly apartment accommodates up to six guests and includes air conditioning, heating, a hairdryer, and an iron, with check-out at 11:00.
1 Free Parking Spot Coolidge Corner 1 Bed Vrbo - Brookline, MA
Brookline, MA
22/12 – 02/01
229 €/nighttotal: 2519 € (11 )

1 Free Parking Spot Coolidge Corner 1 Bed Vrbo

1 2
apartment , Brookline
This one-bedroom flat is located in North Brookline, a mere 160 metres from the T subway, offering easy access to Boston University, Boston College, Downtown Boston, Cambridge, Coolidge Corner, and the Longwood Medical Area, with Fenway Park and Kenmore Square just a few stops away.
This entirely private accommodation for two guests includes free parking, a fully equipped kitchen with a full-sized fridge and gas stove, air conditioning, and complimentary toiletries, ensuring a comfortable stay with a check-out time of 11:00.
Coolidge Corner Entire 1bed Apt - Brookline, MA
Brookline, MA
27/07 – 04/08
271 €/nighttotal: 2168 € (8 )

Coolidge Corner Entire 1bed Apt

1 2
apartment , Brookline
This one-bedroom flat in North Brookline offers convenient access to Boston's Fenway Park, located 3.5 kilometers away, and the Freedom Trail, situated 6.2 kilometers from the property.
This apartment accommodates up to six guests and features air conditioning, Wi-Fi, and a shower, providing a comfortable base for exploring Brookline and its attractions.
©2026 cozycozy.com